Dichloroacetyl chloride → HCID 19826618, compound

Participants

Reaction Steps

A solution of 21.7 g of N-(4-trifluoromethylbenzyl)-N-isopropyl-amine is added while stirring in a 4 neck-flask with 20 ml of 20% sodium-hydroxide solution. The reaction-mixture is then cooled while stirring in an alcohol/CO2 -bath to a temperature of from -10° to -5° whereupon 14.7 g of dichloroacetyl chloride is added slowly, dropwise thereto. After about 1/2 hour, when everything is added, the cooling-bath is removed and the reaction mixture is stirred for 2 hours until it reaches room temperature. It is then poured into ice/water and the organic material is extracted with toluene. The toluene-phases are collected washed first with diluted sodium hydroxide, then with diluted hydrochloric acid and eventually twice with water, dried over sodium sulfate and concentrated in a rotatory evaporator. A clear oil is thus obtained, which becomes solid after a while. The solid mass is then triturated with hexane and filtered to yield 21.7 g of crystalline N-(4-trifluoromethylbenzyl)-N-isopropyl-dichloroacetamide, melting at 92° to 93°.

Provenance & Evidence